Tom Brady made his annual pilgrimage to Churchill Downs on Saturday to take in the Kentucky Derby with some of his New England Patriots teammates.

Brady has been a regular at the biggest day in thoroughbred racing for some time and was seen at the 145th running of the Kentucky Derby enjoying the day with Patriots head coach Bill Belichick, Cleveland Browns quarterback Baker Mayfield, and current and former teammates, including Julian Edelman, Danny Amendola, Jimmy Garoppolo and more.

The race ultimately came down to a dramatic conclusion, with Country House winning after Maximum Security was disqualified from the race despite crossing the finish line first.

For most attendees, the gambling might have stopped there for the day, but for Brady and Amendola, things were just starting to get interested.

In a video posted to Twitter on Saturday night, a revelrous Amendola proposed Brady with a $100,000 bet on a throw.

"One hundred grand if I hit this?" Amendola asked, pointing to some far off target while holding a miniature football. Brady quickly agreed to the bet, prompting Amendola to wind up and launch.

While you can't see where Amendola's throw ultimately lands, it feels safe to say he lost the bet, as he quickly asked Brady to go double-or-nothing.

You can watch the scene play out below.

Amendola had reason to be confident in his arm, as he had been the passer on quite a few trick plays with the Patriots. That said, throwing around $100,000 on a toss after a few drinks seems a bit brazen.